DE69714900T2 - Retinol oder Retinyl-Ester enthaltende Hautpflegemittel - Google Patents

Retinol oder Retinyl-Ester enthaltende Hautpflegemittel

Info

Publication number: DE69714900T2
Authority: DE; Germany
Prior art keywords: retinol; retinyl; acid; skin; ester
Prior art date: 1996-04-25
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

DE69714900T

Other languages

German (de)

English (en)

Other versions

DE69714900D1 (de

Inventor

Stewart Paton Granger

Anthony Vincent Rawlings

Ian Richard Scott

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Unilever NV

Original Assignee

Unilever NV

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1996-04-25

Filing date

1997-04-10

Publication date

2002-12-19

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=24558543&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DE69714900(T2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1997-04-10 Application filed by Unilever NV filed Critical Unilever NV

2002-10-02 Publication of DE69714900D1 publication Critical patent/DE69714900D1/de

2002-12-19 Application granted granted Critical

2002-12-19 Publication of DE69714900T2 publication Critical patent/DE69714900T2/de

2017-04-11 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 title claims description 205
FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 title claims description 108
235000020944 retinol Nutrition 0.000 title claims description 100
239000011607 retinol Substances 0.000 title claims description 98
229960003471 retinol Drugs 0.000 title claims description 98
WWDMJSSVVPXVSV-YCNIQYBTSA-N retinyl ester Chemical compound CC1CCCC(C)(C)C1\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O WWDMJSSVVPXVSV-YCNIQYBTSA-N 0.000 title claims description 23
239000000203 mixture Substances 0.000 claims description 77
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 42
239000000194 fatty acid Substances 0.000 claims description 39
235000014113 dietary fatty acids Nutrition 0.000 claims description 38
229930195729 fatty acid Natural products 0.000 claims description 38
150000004665 fatty acids Chemical class 0.000 claims description 34
OWEGWHBOCFMBLP-UHFFFAOYSA-N 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one Chemical compound C1=CN=CN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 OWEGWHBOCFMBLP-UHFFFAOYSA-N 0.000 claims description 22
229960003344 climbazole Drugs 0.000 claims description 22
150000001408 amides Chemical class 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 16
OCAPBUJLXMYKEJ-UHFFFAOYSA-N 1-[biphenyl-4-yl(phenyl)methyl]imidazole Chemical compound C1=NC=CN1C(C=1C=CC(=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 OCAPBUJLXMYKEJ-UHFFFAOYSA-N 0.000 claims description 14
229960002206 bifonazole Drugs 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 13
229960004022 clotrimazole Drugs 0.000 claims description 11
VNFPBHJOKIVQEB-UHFFFAOYSA-N clotrimazole Chemical compound ClC1=CC=CC=C1C(N1C=NC=C1)(C=1C=CC=CC=1)C1=CC=CC=C1 VNFPBHJOKIVQEB-UHFFFAOYSA-N 0.000 claims description 11
239000002537 cosmetic Substances 0.000 claims description 10
125000000946 retinyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 9
230000003750 conditioning effect Effects 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 5
QGNJRVVDBSJHIZ-QHLGVNSISA-N retinyl acetate Chemical group CC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C QGNJRVVDBSJHIZ-QHLGVNSISA-N 0.000 claims description 5
235000021314 Palmitic acid Nutrition 0.000 claims description 4
235000020778 linoleic acid Nutrition 0.000 claims description 4
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 4
BYBLEWFAAKGYCD-UHFFFAOYSA-N Miconazole Chemical compound ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 BYBLEWFAAKGYCD-UHFFFAOYSA-N 0.000 claims description 3
OYHQOLUKZRVURQ-HZJYTTRNSA-N linoleic acid group Chemical group C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 3
229960002509 miconazole Drugs 0.000 claims description 3
LEZWWPYKPKIXLL-UHFFFAOYSA-N 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole Chemical compound C1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 LEZWWPYKPKIXLL-UHFFFAOYSA-N 0.000 claims description 2
229960003913 econazole Drugs 0.000 claims description 2
125000005313 fatty acid group Chemical group 0.000 claims description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
235000019260 propionic acid Nutrition 0.000 claims 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 40
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SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 39
229930002330 retinoic acid Natural products 0.000 description 39
229960001727 tretinoin Drugs 0.000 description 39
210000003491 skin Anatomy 0.000 description 33
IQFYYKKMVGJFEH-XLPZGREQSA-N Thymidine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 IQFYYKKMVGJFEH-XLPZGREQSA-N 0.000 description 29
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238000010348 incorporation Methods 0.000 description 15
DWRXFEITVBNRMK-UHFFFAOYSA-N Beta-D-1-Arabinofuranosylthymine Natural products O=C1NC(=O)C(C)=CN1C1C(O)C(O)C(CO)O1 DWRXFEITVBNRMK-UHFFFAOYSA-N 0.000 description 11
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IQFYYKKMVGJFEH-UHFFFAOYSA-N beta-L-thymidine Natural products O=C1NC(=O)C(C)=CN1C1OC(CO)C(O)C1 IQFYYKKMVGJFEH-UHFFFAOYSA-N 0.000 description 11
150000002148 esters Chemical class 0.000 description 11
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XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
CKNOIIXFUKKRIC-HZJYTTRNSA-N (9z,12z)-n,n-bis(2-hydroxyethyl)octadeca-9,12-dienamide Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)N(CCO)CCO CKNOIIXFUKKRIC-HZJYTTRNSA-N 0.000 description 8
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238000003556 assay Methods 0.000 description 8
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 8
229920001296 polysiloxane Polymers 0.000 description 8
102000003601 transglutaminase Human genes 0.000 description 8
150000003851 azoles Chemical class 0.000 description 7
239000003974 emollient agent Substances 0.000 description 7
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102000004169 proteins and genes Human genes 0.000 description 7
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DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
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239000000463 material Substances 0.000 description 6
239000002304 perfume Substances 0.000 description 6
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VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 description 5
239000002253 acid Substances 0.000 description 5
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239000004615 ingredient Substances 0.000 description 5
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230000000699 topical effect Effects 0.000 description 5
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
XWCYDHJOKKGVHC-UHFFFAOYSA-N Vitamin A2 Chemical compound OCC=C(C)C=CC=C(C)C=CC1=C(C)C=CCC1(C)C XWCYDHJOKKGVHC-UHFFFAOYSA-N 0.000 description 4
206010000496 acne Diseases 0.000 description 4
230000009471 action Effects 0.000 description 4
125000000217 alkyl group Chemical group 0.000 description 4
239000011717 all-trans-retinol Substances 0.000 description 4
235000019169 all-trans-retinol Nutrition 0.000 description 4
DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 4
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DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 4
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208000002874 Acne Vulgaris Diseases 0.000 description 3
239000004322 Butylated hydroxytoluene Substances 0.000 description 3
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
229940100609 all-trans-retinol Drugs 0.000 description 3
150000004347 all-trans-retinol derivatives Chemical class 0.000 description 3
235000020661 alpha-linolenic acid Nutrition 0.000 description 3
YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Natural products CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 3
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NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
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235000019172 retinyl palmitate Nutrition 0.000 description 3
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YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 3
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FPIPGXGPPPQFEQ-HWCYFHEPSA-N 13-cis-retinol Chemical compound OC/C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-HWCYFHEPSA-N 0.000 description 2
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FPIPGXGPPPQFEQ-MKOSUFFBSA-N 9-cis-retinol Chemical compound OC\C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-MKOSUFFBSA-N 0.000 description 2
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CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
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229960001860 salicylate Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229930004725 sesquiterpene Natural products 0.000 description 1
229920005573 silicon-containing polymer Polymers 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
229920002379 silicone rubber Polymers 0.000 description 1
239000004945 silicone rubber Substances 0.000 description 1
230000037380 skin damage Effects 0.000 description 1
229910021647 smectite Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
210000001082 somatic cell Anatomy 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
125000005480 straight-chain fatty acid group Chemical group 0.000 description 1
210000000434 stratum corneum Anatomy 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
229960002607 sulconazole Drugs 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
230000009469 supplementation Effects 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
239000011885 synergistic combination Substances 0.000 description 1
230000009044 synergistic interaction Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
229960000580 terconazole Drugs 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
238000010257 thawing Methods 0.000 description 1
230000008719 thickening Effects 0.000 description 1
WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
UYERRXOXXRNFHC-UHFFFAOYSA-N tridodecyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCCCCCCCCOC(=O)CC(O)(C(=O)OCCCCCCCCCCCC)CC(=O)OCCCCCCCCCCCC UYERRXOXXRNFHC-UHFFFAOYSA-N 0.000 description 1
239000012588 trypsin Substances 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
235000019155 vitamin A Nutrition 0.000 description 1
239000011719 vitamin A Substances 0.000 description 1
150000004370 vitamin A ester derivatives Chemical class 0.000 description 1
229940045997 vitamin a Drugs 0.000 description 1
150000003722 vitamin derivatives Chemical class 0.000 description 1
238000005406 washing Methods 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/671—Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Dermatology (AREA)
Epidemiology (AREA)
Birds (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Organic Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Medicinal Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Chemical & Material Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Gerontology & Geriatric Medicine (AREA)
Cosmetics (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

DE69714900T 1996-04-25 1997-04-10 Retinol oder Retinyl-Ester enthaltende Hautpflegemittel Expired - Lifetime DE69714900T2 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US08/638,074 US5716627A (en)	1996-04-25	1996-04-25	Skin care compositions containing fatty acid amides, azoles, and retinol or retinyl ester

Publications (2)

Publication Number	Publication Date
DE69714900D1 DE69714900D1 (de)	2002-10-02
DE69714900T2 true DE69714900T2 (de)	2002-12-19

Family

ID=24558543

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE69714900T Expired - Lifetime DE69714900T2 (de)	1996-04-25	1997-04-10	Retinol oder Retinyl-Ester enthaltende Hautpflegemittel

Country Status (15)

Country	Link
US (1)	US5716627A (ja)
EP (1)	EP0803248B1 (ja)
JP (1)	JP3540913B2 (ja)
CN (1)	CN1208045C (ja)
AR (1)	AR006800A1 (ja)
AU (1)	AU709425B2 (ja)
BR (1)	BR9701946B1 (ja)
CA (1)	CA2202338C (ja)
DE (1)	DE69714900T2 (ja)
ES (1)	ES2181993T3 (ja)
ID (1)	ID17286A (ja)
IN (1)	IN189552B (ja)
MX (1)	MX9702920A (ja)
NZ (1)	NZ314561A (ja)
ZA (1)	ZA973150B (ja)

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WO2009102418A1 (en)	2008-02-11	2009-08-20	University Of Washington	Methods for the treatment and prevention of age-related retinal dysfunction
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AU2009352678B2 (en)	2009-09-15	2015-05-21	Eluminex Biosciences (Suzhou) Limited	Pharmaceutical formulations comprising 9-cis-retinyl esters in a lipid vehicle
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WO2012142452A2 (en)	2011-04-13	2012-10-18	Biosafe Technologies, Inc.	Cleaning, insecticide, insect repellant, glue solvent and anti-irritation composition
DE102011087319A1 (de)	2011-11-29	2013-05-29	Henkel Ag & Co. Kgaa	Kosmetische Verwendung von Climbazol
DE102011087320A1 (de) *	2011-11-29	2013-05-29	Henkel Ag & Co. Kgaa	Neuartige Wirkstoffkombination zur effizienten Anti-Faltenwirkung
ES2378028B1 (es) *	2012-02-22	2013-02-18	Ignacio Umbert Millet	Composición cosmética para el rejuvenecimiento de la piel y procedimiento y usos correspondientes
BR112014021602A2 (pt)	2012-03-01	2021-06-08	Quadra Logic Tech Inc	uso, kit e derivado de retinal sintético para melhorar a função visual em distúrbios visuais associados com a deficiência de produção endógena de retinóide
WO2014180600A1 (en) *	2013-05-07	2014-11-13	Unilever Plc	Use of climbazole
JP6568534B2 (ja)	2014-01-27	2019-08-28	ユニリーバー・ナームローゼ・ベンノートシヤープ	組成物
FI3177281T3 (fi) *	2014-08-08	2024-03-13	Ali Res S R L	Rasvahappojen ja palmitoyylietanoliamidin seos käytettäväksi tulehduksellisten ja allergisten patologioiden hoitoon
CN105230617B (zh) *	2015-09-25	2017-05-10	浙江大学	亚油酰乙醇胺在提高植物灰霉病和细菌性叶斑病抗性中的应用
CN105900981B (zh) *	2016-04-27	2018-03-16	浙江大学	亚油酰乙醇胺在提高植物黄化曲叶病毒病抗性中的应用
BR102018005599A2 (pt) *	2018-03-21	2019-10-08	Pedro Barboza Da Rocha	Composição cicatrizante, hidratante, umectante e emoliente para administração tópica em lesões de pele intertrigo, lesões de pele por incontinência urinária e fecal e outras lesões afins.
US20220331268A1 (en) *	2019-09-26	2022-10-20	Sol-Gel Technologies Ltd.	Treatment of skin disorders with topical combination compositions comprising tapinarof and an additional ahr activator
JP2023528001A (ja)	2020-05-29	2023-07-03	ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ	レチノイン酸前駆体の色安定性を向上させた化粧品組成物
WO2022253516A1 (en)	2021-06-04	2022-12-08	Unilever Ip Holdings B.V.	A cosmetic composition comprising a retinoid for providing antiaging benefits
JP2024524229A (ja)	2021-06-24	2024-07-05	ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ	色安定性が向上した化粧用組成物
WO2024132346A1 (en)	2022-12-21	2024-06-27	Unilever Ip Holdings B.V.	Oil-continuous cosmetic composition

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1996
- 1996-04-25 US US08/638,074 patent/US5716627A/en not_active Expired - Lifetime
1997
- 1997-04-09 AU AU19018/97A patent/AU709425B2/en not_active Ceased
- 1997-04-09 NZ NZ314561A patent/NZ314561A/xx not_active IP Right Cessation
- 1997-04-10 DE DE69714900T patent/DE69714900T2/de not_active Expired - Lifetime
- 1997-04-10 CA CA002202338A patent/CA2202338C/en not_active Expired - Lifetime
- 1997-04-10 ES ES97302459T patent/ES2181993T3/es not_active Expired - Lifetime
- 1997-04-10 EP EP97302459A patent/EP0803248B1/en not_active Expired - Lifetime
- 1997-04-14 ZA ZA973150A patent/ZA973150B/xx unknown
- 1997-04-15 IN IN226BO1997 patent/IN189552B/en unknown
- 1997-04-22 MX MX9702920A patent/MX9702920A/es unknown
- 1997-04-23 ID IDP971348A patent/ID17286A/id unknown
- 1997-04-23 AR ARP970101637A patent/AR006800A1/es active IP Right Grant
- 1997-04-24 JP JP10759597A patent/JP3540913B2/ja not_active Expired - Lifetime
- 1997-04-25 CN CNB971129738A patent/CN1208045C/zh not_active Expired - Lifetime
- 1997-04-25 BR BRPI9701946-1A patent/BR9701946B1/pt active IP Right Grant

Also Published As

Publication number	Publication date
DE69714900D1 (de)	2002-10-02
US5716627A (en)	1998-02-10
BR9701946A (pt)	1998-09-15
AR006800A1 (es)	1999-09-29
ID17286A (id)	1997-12-18
JPH1036248A (ja)	1998-02-10
NZ314561A (en)	1999-02-25
EP0803248A3 (en)	1997-12-17
JP3540913B2 (ja)	2004-07-07
AU709425B2 (en)	1999-08-26
ZA973150B (en)	1998-10-04
CN1208045C (zh)	2005-06-29
MX9702920A (es)	1998-04-30
CN1169854A (zh)	1998-01-14
ES2181993T3 (es)	2003-03-01
BR9701946B1 (pt)	2010-11-03
CA2202338A1 (en)	1997-10-25
IN189552B (ja)	2003-03-29
AU1901897A (en)	1997-10-30
EP0803248A2 (en)	1997-10-29
EP0803248B1 (en)	2002-08-28
CA2202338C (en)	2004-11-23

Legal Events

Date	Code	Title	Description
2008-03-27	8364	No opposition during term of opposition

Publication	Publication Date	Title
DE69714900T2 (de)	2002-12-19	Retinol oder Retinyl-Ester enthaltende Hautpflegemittel
DE69618276T2 (de)	2002-08-14	Hautpflegemitteln enthaltende Dimethylimidazolidone und Retinol- oder Retinyl-ester
DE69616414T2 (de)	2002-05-29	Hautpflegemittel enthaltend Fettsäureamide und Retinol oder Retinylester
DE69726313T2 (de)	2004-05-27	Ein amid und ein retinoid enthaltende zusammensetzungen für die hautpflege.
DE69720539T2 (de)	2004-04-29	Hautpflegemittel enthaltend eine säure und ein retinoid
DE69719528T2 (de)	2003-11-06	Hautpflegemittel enthaltend kombinationen aus verbindungen die die wirkungvon retinsaüre auf der haut nachbilden
DE69523436T2 (de)	2002-05-29	Kosmetische Zusammensetzungen enthaltende Laktatedehydrogenase Hemstoffe
DE69624038T2 (de)	2003-03-06	Azolderivate enthaltende Zusammensetzungen zur topische Anwendung auf die Haut
DE69815099T2 (de)	2003-12-18	Kosmetische zusammensetzungen
MXPA97002920A (en)	1998-04-01	Compositions for skin care containing fatty acid amides, azoles and retinol or ester retinil
DE69718023T2 (de)	2003-05-15	Amid und retinol oder retinyl-ester enthaltende hautpflegemittel
DE69719589T2 (de)	2003-11-20	Retinoide enthaltende Hautpflegepräparate
DE60028071T2 (de)	2006-11-02	Kosmetische mittel enthaltend kichererbsen-extrakt und retinoide
DE60124307T2 (de)	2007-02-15	Hautpflegemittel enthaltend retinoide und phytoöstrogene in einem doppelkammer-behältnis
DE60036401T2 (de)	2008-01-10	Kosmetische mittel enthaltend anis-extrakt und retinoide
MXPA97002921A (en)	1998-04-01	Compositions for the care of the skin containing melinamide and reti
US5738858A (en)	1998-04-14	Skin care compositions containing fatty hydroxyethyl imidazoline surfactants and retinol or retinyl ester
DE60109322T2 (de)	2005-08-11	Stabiles hautpflegemittel das ein retinoid und ein retinoid-verstärkendes system enthält in einer zweikammerverpackung
DE60002863T2 (de)	2003-12-04	Cuminalkohol enthaltende hautpflegemittel